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Ashley N. Trotto

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Ashley N. Trotto, Associate at Kennerly Montgomery

Phone: (865) 546-7311
Fax: (865) 524-1773

ASHLEY N. TROTTO focuses her practice on every employer’s favorite topic: Affordable Care Act (ACA) compliance, including employer reporting, employer mandate requirements, and employer shared responsibility payment assessment. Beyond the ACA, Ashley works hard to ensure that employer health and welfare plans are properly administered. If an error has already occurred, she has the expertise to develop and implement a solution.

As a member of the Firms’ pension and employee benefits group, Ashley works diligently to condense and simplify the complicated and ultra-technical world of employee benefits into understandable, plain English advice for her clients. Ashley uses this straightforward approach to assist private, governmental, and nonprofit employers in the design, implementation, and maintenance of their employee benefit plans.

Ashley is dedicated to building long-standing, trusted relationships with her clients and understands that a single point of contact for timely resolution of employment-related issues is key. To that end, Ashley also spends a significant amount of her time helping clients navigate the prickly, and often unforgiving, landscape of the FLSA, HIPAA, COBRA, FMLA, ADA, and other employment-related legislation as well as everyday employment issues, like creation and application of employer policies and employee training.

As a testament to her conversational, streamlined style, Ashley often describes her practice with the following statement: “If you have an issue that affects your Human Resources department, I’m your girl.”

In addition to her legal work, Ashley is the energy behind "Christenberry Kids," the Firm's book project which has been regularly providing age-appropriate books to the under-privileged kindergarten students at Christenberry Elementary School since 2013.

Ashley graduated cum laude from the University of Tennessee College of Law in 2013. Prior to attending law school, Ashley earned a Bachelor of Science degree, summa cum laude, in 2009 from the University of Tennessee where she majored in psychology. Ashley serves as Secretary of the Board of Directors for the Smoky Mountain Animal Care Foundation. She also serves on the Health and Basic Needs Investment Committee for the United Way of Greater Knoxville.

If you’d like to know more about Ashley’s take on her niche practice, click here.

Areas of Practice

Affordable Care Act
Pension Plans
Employee Benefits
Employment Law


University of Tennessee - J.D., cum laude, 2013
University of Tennessee - B.S., summa cum laude, 2009

Bar Admissions

Tennessee Bar Association (2013)


Knoxville Bar Association
Tennessee Bar Association
American Bar Association
East Tennessee Compensation and Benefits Association (ETCBA)
Tennessee Valley Human Resources Association (TVHRA)
Society for Human Resources Management (SHRM)


Named by City View Magazine as one of Knoxville’s Top Attorneys for 2017 and 2018 in the area of Employee Benefits/ERISA - Defense
Super Lawyers Mid-South Rising Star for 2019


Is That A Service Dog?  | DICTA: January 2019
Health Law Update: The Employer Mandate Today | DICTA: April 2018
Health Care Reform Developments under the Trump Administration | The Consigliere: Fall 2017, Vol. 12, No. 2
Health Care Reform: Where Are We Now? | DICTA: May 2017
Nice Niche: An Interview with Ashley N. Trotto | DICTA: May 2016
The ACA: What's New? Employee Benefit Compliance | The Consigliere: Spring 2016, Vol. 11, No. 1
The Affordable Care Act's Look-Back Measurement: Do You Know Who Your Full-Time Employees Are? | Paradigm: Spring 2015
Health Plan Identifiers: Are Your Clients Prepared for Implementation? | The Consigliere: Fall/Winter 2014, Vol. 9, No. 3
Obamacare's Individual Mandate: The Fine Print | DICTA: March 2014

Annual chapter editor/contributing author of the American Bar Association’s Employee Benefits Law Cumulative Supplement

Newsletter Contributions and Articles

We've Got Your Six (Reasons for Paid Sick Leave Under the FFCRA) Covered.
The SECURE Act: A (Very) Brief Introduction
The IRS Updated 401(k) Hardship Regulations

Tax Reform and Plan Loans | KMF Newsletter: Spring 2018
Remote Workers 101: The Need for a Written Policy | KMF Newsletter: Winter 2017
ACA Reporting 2017: Are You Ready? | KMF Newsletter: Fall 2017
President Trump's Tax Reform Proposal: An Overview | KMF Newsletter: Summer 2017
Employee Handbooks: Acknowledgment of Receipt | KMF Newsletter: Spring 2017
Are Employer Health Plans Required to Offer Gender Transition Coverage? | KMF Newsletter: Fall 2016
Dave & Busters under Fire for Cutting Hours to Avoid ACA Compliance | KMF Newsletter: Summer 2016

Speaking Engagements

ETCBA Presentation (May 10th, 2019): Fair Labor Standards Act: 101
ETCBA Presentation (June 8th, 2018): New Administration, New Rules? - An Employee Benefit Law Update
Tennessee School Boards Association presentation Application of the Affordable Care Act’s Employer Mandate to Tennessee Schools, March 18, 2016.
Knoxville Bar Association presentation Keeping Up with Healthcare Reform, April 2015.
Tennessee Bar Association webinar Employer Mandate 101: Affordable Care Act, March 2015.
Knoxville Bar Association presentation Impact of the Affordable Care Act on Employers, June 2014.
National Thompson Reuters sponsored webinar The Nuts and Bolts of Obamacare: What Every Lawyer Needs to Know, January 2014.

Kennerly Montgomery Seminar Series

What's New in the World of Employment and Benefits?
Beneficiary Designations: The Good, the Bad and the Ugly.

Kennerly Montgomery Top Listed in Best Lawyers    Kennerly Montgomery is LexisNexis Peer Review Rated for Ethical Standards and Legal Ability